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Oxidation of the FAD cofactor to the 8-formyl-derivative in human electron-transferring flavoprotein

The heterodimeric human (h) electron-transferring flavoprotein (ETF) transfers electrons from at least 13 different flavin dehydrogenases to the mitochondrial respiratory chain through a non-covalently bound FAD cofactor. Here, we describe the discovery of an irreversible and pH-dependent oxidation...

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Autores principales: Augustin, Peter, Toplak, Marina, Fuchs, Katharina, Gerstmann, Eva Christine, Prassl, Ruth, Winkler, Andreas, Macheroux, Peter
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Society for Biochemistry and Molecular Biology 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5827430/
https://www.ncbi.nlm.nih.gov/pubmed/29301933
http://dx.doi.org/10.1074/jbc.RA117.000846
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author Augustin, Peter
Toplak, Marina
Fuchs, Katharina
Gerstmann, Eva Christine
Prassl, Ruth
Winkler, Andreas
Macheroux, Peter
author_facet Augustin, Peter
Toplak, Marina
Fuchs, Katharina
Gerstmann, Eva Christine
Prassl, Ruth
Winkler, Andreas
Macheroux, Peter
author_sort Augustin, Peter
collection PubMed
description The heterodimeric human (h) electron-transferring flavoprotein (ETF) transfers electrons from at least 13 different flavin dehydrogenases to the mitochondrial respiratory chain through a non-covalently bound FAD cofactor. Here, we describe the discovery of an irreversible and pH-dependent oxidation of the 8α-methyl group to 8-formyl-FAD (8f-FAD), which represents a unique chemical modification of a flavin cofactor in the human flavoproteome. Furthermore, a set of hETF variants revealed that several conserved amino acid residues in the FAD-binding pocket of electron-transferring flavoproteins are required for the conversion to the formyl group. Two of the variants generated in our study, namely αR249C and αT266M, cause glutaric aciduria type II, a severe inherited disease. Both of the variants showed impaired formation of 8f-FAD shedding new light on the potential molecular cause of disease development. Interestingly, the conversion of FAD to 8f-FAD yields a very stable flavin semiquinone that exhibited slightly lower rates of electron transfer in an artificial assay system than hETF containing FAD. In contrast, the formation of 8f-FAD enhanced the affinity to human dimethylglycine dehydrogenase 5-fold, indicating that formation of 8f-FAD modulates the interaction of hETF with client enzymes in the mitochondrial matrix. Thus, we hypothesize that the FAD cofactor bound to hETF is subject to oxidation in the alkaline (pH 8) environment of the mitochondrial matrix, which may modulate electron transport between client dehydrogenases and the respiratory chain. This discovery challenges the current concepts of electron transfer processes in mitochondria.
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spelling pubmed-58274302018-02-28 Oxidation of the FAD cofactor to the 8-formyl-derivative in human electron-transferring flavoprotein Augustin, Peter Toplak, Marina Fuchs, Katharina Gerstmann, Eva Christine Prassl, Ruth Winkler, Andreas Macheroux, Peter J Biol Chem Enzymology The heterodimeric human (h) electron-transferring flavoprotein (ETF) transfers electrons from at least 13 different flavin dehydrogenases to the mitochondrial respiratory chain through a non-covalently bound FAD cofactor. Here, we describe the discovery of an irreversible and pH-dependent oxidation of the 8α-methyl group to 8-formyl-FAD (8f-FAD), which represents a unique chemical modification of a flavin cofactor in the human flavoproteome. Furthermore, a set of hETF variants revealed that several conserved amino acid residues in the FAD-binding pocket of electron-transferring flavoproteins are required for the conversion to the formyl group. Two of the variants generated in our study, namely αR249C and αT266M, cause glutaric aciduria type II, a severe inherited disease. Both of the variants showed impaired formation of 8f-FAD shedding new light on the potential molecular cause of disease development. Interestingly, the conversion of FAD to 8f-FAD yields a very stable flavin semiquinone that exhibited slightly lower rates of electron transfer in an artificial assay system than hETF containing FAD. In contrast, the formation of 8f-FAD enhanced the affinity to human dimethylglycine dehydrogenase 5-fold, indicating that formation of 8f-FAD modulates the interaction of hETF with client enzymes in the mitochondrial matrix. Thus, we hypothesize that the FAD cofactor bound to hETF is subject to oxidation in the alkaline (pH 8) environment of the mitochondrial matrix, which may modulate electron transport between client dehydrogenases and the respiratory chain. This discovery challenges the current concepts of electron transfer processes in mitochondria. American Society for Biochemistry and Molecular Biology 2018-02-23 2018-01-04 /pmc/articles/PMC5827430/ /pubmed/29301933 http://dx.doi.org/10.1074/jbc.RA117.000846 Text en © 2018 by The American Society for Biochemistry and Molecular Biology, Inc. Author's Choice—Final version free via Creative Commons CC-BY license (http://creativecommons.org/licenses/by/4.0) .
spellingShingle Enzymology
Augustin, Peter
Toplak, Marina
Fuchs, Katharina
Gerstmann, Eva Christine
Prassl, Ruth
Winkler, Andreas
Macheroux, Peter
Oxidation of the FAD cofactor to the 8-formyl-derivative in human electron-transferring flavoprotein
title Oxidation of the FAD cofactor to the 8-formyl-derivative in human electron-transferring flavoprotein
title_full Oxidation of the FAD cofactor to the 8-formyl-derivative in human electron-transferring flavoprotein
title_fullStr Oxidation of the FAD cofactor to the 8-formyl-derivative in human electron-transferring flavoprotein
title_full_unstemmed Oxidation of the FAD cofactor to the 8-formyl-derivative in human electron-transferring flavoprotein
title_short Oxidation of the FAD cofactor to the 8-formyl-derivative in human electron-transferring flavoprotein
title_sort oxidation of the fad cofactor to the 8-formyl-derivative in human electron-transferring flavoprotein
topic Enzymology
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5827430/
https://www.ncbi.nlm.nih.gov/pubmed/29301933
http://dx.doi.org/10.1074/jbc.RA117.000846
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